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Real Estate & Property for Sale in MD, 21665

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SoldOct 23, 2026
$405,000
1161 Steamboat Road
Shady Side MD 20764
3
3
1
Single-Family
Listing courtesy of Schwartz Realty, Inc. and Berkshire Hathaway HomeServices PenFed Realty
SoldOct 20, 2026
$690,000
5341 Al Jones Drive
Shady Side MD 20764
3
2
Single-Family
Listing courtesy of Redfin Corp and Berkshire Hathaway HomeServices Homesale Realty
SoldOct 19, 2026
$350,000
4921 Olive Street
Shady Side MD 20764
3
1
2
Single-Family
Listing courtesy of Redfin Corp and Pearson Smith Realty, LLC
SoldOct 16, 2026
$1,012,000
925 Riverview Terrace
Talbot County MD 21663
3
3
6
Single-Family
Listing courtesy of Chesapeake Bay Real Estate Plus, LLC and Benson & Mangold, LLC
SoldOct 16, 2026
$525,000
6745 Edge Road
Royal Oak MD 21662
3
2
2
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Redfin Corp
SoldOct 16, 2026
$60,000
Sinclair Avenue
Tilghman Island MD 21671
Land
Listing courtesy of Meredith Fine Properties and Unrepresented Buyer Office
SoldOct 15, 2026
$364,000
1500 Garst Road
Shady Side MD 20764
2
2
4
Single-Family
Listing courtesy of HomeSmart and RE/MAX One
SoldOct 15, 2026
$699,900
5078 Lerch Drive
Shady Side MD 20764
4
2
8
Single-Family
Listing courtesy of CENTURY 21 New Millennium and Unrepresented Buyer Office
SoldOct 15, 2026
$535,000
25826 Orchard Terrace
Talbot County MD 21662
Land
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
SoldOct 14, 2026
$338,000
5/24362 Widgeon Place
St. Michaels MD 21663
2
2
1
Townhouse
Listing courtesy of Meredith Fine Properties and Coldwell Banker Waterman Realty
SoldOct 8, 2026
$490,000
1194 Oak Avenue
Shady Side MD 20764
5
4
5
Single-Family
Listing courtesy of Maryland Realty Company and Redfin Corp
SoldOct 8, 2026
$1,075,000
114 W Chestnut St
St. Michaels MD 21663
4
4
2
Single-Family
Listing courtesy of TTR Sotheby's International Realty and Benson & Mangold, LLC
SoldOct 8, 2026
$650,000
104 Cherry Street
St. Michaels MD 21663
4
3
2
Single-Family
Listing courtesy of Redfin Corp and Benson & Mangold, LLC
SoldOct 7, 2026
$395,000
101 Brooks Lane
St. Michaels MD 21663
3
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
SoldOct 5, 2026
$2,450,000
965 San Domingo Court
St. Michaels MD 21663
4
5
5
Single-Family
Listing courtesy of TTR Sotheby's International Realty and Benson & Mangold, LLC
SoldOct 1, 2026
$377,000
4733 Washington Avenue
Shady Side MD 20764
3
2
6
Single-Family
Listing courtesy of REMAX Leading Edge | Annapolis and Taylor Properties
SoldSep 30, 2026
$607,490
1209 Johnson Drive
Shady Side MD 20764
4
3
2
Single-Family
Listing courtesy of Schwartz Realty, Inc. and Northrop Realty
SoldSep 30, 2026
$980,000
9251 Mallard Point Court
Talbot County MD 21647
3
3
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
SoldSep 30, 2026
$640,000
24555 Deepwater Point Dr
Talbot County MD 21663
4
3
Single-Family
Listing courtesy of Chesapeake Bay Real Estate Plus, LLC and Long & Foster Real Estate, Inc.
SoldSep 30, 2026
$249,000
Deep Water Point Road
St. Michaels MD 21663
Land
Listing courtesy of Long & Foster Real Estate, Inc. and Berkshire Hathaway HomeServices PenFed Realty
SoldSep 30, 2026
$775,000
9359 Martingham Cir
Talbot County MD 21663
4
3
2
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Unrepresented Buyer Office
1 - 21 of 264

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